α-Haloarylsulfonamides: multiple cyclization pathways to skeletally diverse benzofused sultams

The development of new methods to skeletally diverse sultams based on a central α-halo benzene sulfonamide building block is reported. Several salient features of this building block are utilized in multiple reaction pathways, including the Heck reaction, C- and O-arylation, Sonogashira–Pauson–Khand...

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Published inTetrahedron Vol. 65; no. 16; pp. 3180 - 3188
Main Authors Rayabarapu, Dinesh Kumar, Zhou, Aihua, Jeon, Kyu Ok, Samarakoon, Thiwanka, Rolfe, Alan, Siddiqui, Hina, Hanson, Paul R.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 18.04.2009
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
AGENTS
MICHAEL
DERIVATIVES
METATHESIS
ORIENTED SYNTHESIS
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Summary:The development of new methods to skeletally diverse sultams based on a central α-halo benzene sulfonamide building block is reported. Several salient features of this building block are utilized in multiple reaction pathways, including the Heck reaction, C- and O-arylation, Sonogashira–Pauson–Khand, Sonogashira-intramolecular hydroamination, and domino aza-Michael–Heck for the generation of five-, six-, and seven-membered benzofused bicyclic and tricyclic sultams. [Display omitted]
Bibliography:Medline
NIH RePORTER
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2008.11.053